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Holiday Rentals with Pools in Island of Capri, Italy

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    40 Matching Rentals in Island of CapriView all 153 rentals
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    Travellers to Island of Capri are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    5 of 5 bubbles
    1 Review
    3 BedroomsSleeps 6Quick View
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    5 of 5 bubbles
    6 Reviews
    6 BedroomsSleeps 12Quick View
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    5 of 5 bubbles
    1 Review
    4 BedroomsSleeps 8Quick View
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    5 BedroomsSleeps 10Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • DVD Player
    • Patio
    • Ocean Views
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walking in Villa by the enchanting lanterns roofs , that give the house an unusual oriental look, you can immediately identify the characteristic architectonic Capri style. The Villa is an elegant residence situated in Anacapri, on the island of Capri. Built at the start of the last century for...
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    80071, Capri, Island of Capri
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 of 5 bubbles
    4 Reviews
    4 BedroomsSleeps 8Quick View
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    • Terrace
    • Balcony
    • Air Conditioning
    • Private Garden
    • Parking
    • Grill
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    80071, Anacapri, Island of Capri
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 of 5 bubbles
    14 Reviews
    1 BedroomSleeps 3Quick View
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    • Washer
    • Ocean Views
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 18 October 2016
    If you want to stay as close to being a local to the island then take one or both of these garden cottages like we did. Magical setting and made hugely warm and welcoming by...
    Excellent of 5 bubbles
    Reviewed 30 August 2015
    I returned to La Terraza in June for my second month long stay, the first was in September. The owners, Candace and Peppino, made this another memorable stay,always available...
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    About this property
    La Terrazza is set on an exclusive Capri property with an extensive Mediterranean garden, overlooking the sea on the western side of the island, close to a regular bus route and within easy access to all amenities, including many excellent restaurants for eating out. Peaceful and romantic, a few...
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    80071, Anacapri, Island of Capri
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    5 of 5 bubbles
    1 Review
    5 BedroomsSleeps 10Quick View
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    • Housekeeping Included
    • Ocean Views
    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Unheated)
    • Washer
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walking in Villa by the enchanting lanterns roofs , that give the house an unusual oriental look, you can immediately identify the characteristic architectonic Capri style.<BR><BR>The Villa is an elegant residence situated in Anacapri, on the island of Capri. Built at the start of the last century...
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    80071, Capri, Island of Capri
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 BedroomsSleeps 8Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The island of Capri has two principal towns, Carpi and Anacapri. Anacapri is on a high plateau above Capri town, with the two towns linked by a zigzag road down the cliffs, and has maintained the atmosphere of a peaceful and residential village. Here is where Vanità stands. With its privileged hill...
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    80071, Anacapri, Island of Capri
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 of 5 bubbles
    9 Reviews
    StudioSleeps 2Quick View
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    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 6 August 2016
    For months I looked all over Europe for vacation rentals, scouring the internet for the perfect place to take my family on vacation. I compared hundreds of gorgeous rentals, but...
    Excellent of 5 bubbles
    Reviewed 17 June 2014
    La Pergola is a beautiful villa with incredible views. We stayed there for one week at the beginning of June with the intention of having a week of relaxation in a beautiful...
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    About this property
    La Pergola nestles amid luxurious vegetation just off the road which winds its way from Anacapri to the famous Blue Grotto. The shops and restaurants of Anacapri, the attractions of the Blue Grotto(bars, restaurants, sea bathing) are all within walking distance. There is also a bus stop virtually...
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    80071, Anacapri, Island of Capri
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    2 BedroomsSleeps 4Quick View
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    • Housekeeping Included
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Mountain Views
    • Washer
    • Private Outdoor Pool (Heated)
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
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    80073, Capri, Island of Capri
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    3 BedroomsSleeps 6Quick View
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    • Shared Outdoor Pool (Unheated)
    • Parking
    • Satellite TV
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    • DVD Player
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This property is a wonderful 3 bedroom villa that simply oozes charm and beauty, located on the idyllic island of Capri. Ideally located in Anacapri, the villa is just 15 minutes drive from the main port and a 10-15 minute walk to the famous Grotta Azzurra. The villa, projected in the early 1950s...
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    Anacapri, Island of Capri
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 BedroomsSleeps 6Quick View
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    • Private Garden
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Grill
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Capri villa with pool near the Blue Grotto - Villa Isola is a rare find, a private villa with pool in a garden setting that offers breathtaking views across the Gulf of Naples to Mount Vesuvius on the mainland. Tucked away on the edge of Anacapri, Villa Isola is within walking distance of a...
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    Capri, Island of Capri
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 BedroomsSleeps 8Quick View
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    • Washer
    • Balcony
    • DVD Player
    • Terrace
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular views of the blue sea Island of Capri is located south of Naples, 3 km from the Sorrento pensinsula. This small island is about 6 km long and one-three km wide, covering an area of about 10 square km. Between Mount Tiberio to the east and Mount Solaro to the west is the small town of...
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    Capri, Island of Capri
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 BedroomsSleeps 9Quick View
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    • Wi-Fi
    • Shared Garden
    • Satellite TV
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Capri has long been a favored destination for artists, intellectuals, celebrities and royalty from around the world.  It invites you gently to enjoy its great natural beauty and to spend some time in its towns and country houses. Mafalda rents only from SATURDAY TO SATURDAY. Mafalda is a beautiful...
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    80071, Anacapri, Island of Capri
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    7 BedroomsSleeps 14Quick View
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    • Private Garden
    • Central Heating
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    <br>Villa Leone – Anacapri – Capri<br><br>7 Bedrooms - Pool<br><br>This is a beautiful house in Anacapri based on four levels inside an old forest of olive tree. The Villa Leone with its gardens, terraces and the beautiful pool has a wonderful view on the Capri island. It is 5 minutes far from the...
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    Capri, Island of Capri
    Holiday Rental House - 7 Bedrooms, 1 Bathroom, Sleeps 14
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    1 BedroomSleeps 4Quick View
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    • Satellite TV
    • Air Conditioning
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Housekeeping Included
    • Wi-Fi
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
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    80073, Island of Capri, Province of Naples
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    5 BedroomsSleeps 10Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • Ocean Views
    • DVD Player
    • Washer
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Three reasons why you'll love it here- Your luxury villa, in the heart of Capri<BR>1. The Faraglioni seen from a terrace in the center of Capri<BR>2. A villa with garden and pool, within steps of the famous Piazzetta<BR>3. Open air living area with barbecue.<BR>Villa La Conchiglia...
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    80073, Capri, Island of Capri
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 BedroomsSleeps 8Quick View
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    • Washer
    • Balcony
    • Secure Parking
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    sland of Capri is located south of Naples, 3 km from the Sorrento pensinsula. This small island is about 6 km long and one-three km wide, covering an area of about 10 square km. Between Mount Tiberio to the east and Mount Solaro to the west is the small town of Capri; Anacapri is located to the...
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    Anacapri, Island of Capri
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    7 BedroomsSleeps 12Quick View
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    • Central Heating
    • Grill
    • Shared Garden
    • Terrace
    • Balcony
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sqm 360 Location: The Island of Capri, with its colours, fragrances and spectacular natural beauty, has attracted millions of visitors over the last hundred and fifty years to this limestone outcrop less then 10 kilometers across: tourists in love with Italy, aristocrats, discerning vagrants, film...
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    80071, Anacapri, Island of Capri
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 12
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    StudioSleeps 10Quick View
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    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Grill
    • Satellite TV
    • Central Heating
    • Sauna
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Accessible only by foot, 20 minutes from Capri’s famous Piazzetta, this peaceful villa with stunning views is an idyllic retreat offering breathtaking scenery and privacy. The villa’s history dates back to the 1800’s when it was a countryside house for farmers. Guests can enjoy a swim in the...
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    Anacapri, Island of Capri
    Holiday Rental House - 5 Bathrooms, Sleeps 10
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    6 BedroomsSleeps 13Quick View
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    • Private Garden
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Douglas is the largest out of the three villas found on the extensive property. It is surrounded by terraces and gardens, and can comfortably sleep up to 11 guests (another 2 guests can stay in the nearby dependance). The overall feel of Villa Douglas can be described as that of an...
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    80076, Capri, Island of Capri
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 13
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    4 BedroomsSleeps 8Quick View
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    • Housekeeping Included
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    • Grill
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    • Patio
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    Pet friendly
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    Smoking allowed
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    80071, Anacapri, Island of Capri
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 BedroomsSleeps 6Quick View
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    • Central Heating
    • Private Garden
    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    <br>Villa Ferrari - Anacapri - Capri Island<br><br>3 Double Bedrooms - Above ground Pool<br><br>Villa Ferrari is a property full of charm, projected and owned from the early 1950s by the Princess Clara de' Martinis d'Aragona, one of the ancient families linked to Neapolitan events of the 17th...
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    Capri, Island of Capri
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    6 BedroomsSleeps 12Quick View
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    • Grill
    • Terrace
    • Washer
    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    <b>Six bedroomed Villa Capri Island</b><br /><br /><b>Villa Diva is an elegant Villa on Capri, a short distance from the famous Blue Grotto and with an incredible view of the blue sea. The Villa is extremely comfortable and has a beautiful private pool with a fantastic view.</b> Villa Diva is...
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    Capri, Island of Capri
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    1 BedroomSleeps 4Quick View
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    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • Satellite TV
    • Balcony
    • Housekeeping Included
    • Shared Outdoor Pool (Unheated)
    • Outdoor Dining Area
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    Pet friendly
    Kid friendly
    Smoking allowed
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    80073, Capri, Island of Capri
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 BedroomsSleeps 8Quick View
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    • Housekeeping Included
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    • Private Outdoor Pool (Heated)
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    80073, Capri, Island of Capri
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    3 BedroomsSleeps 6Quick View
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    • Private Outdoor Pool (Unheated)
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    <br>Villa Bouganvillea Capri - Capri Island<br><br>3 Double bedrooms - Garden and terrace<br><br>Recently renovated, Villa Bouganvillea is a new property for rent, it is close to one of the most panoramic area af the island, Marina Piccola, a few minutes walk from the beautiful sea side of Capri,...
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    Capri, Island of Capri
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    Tucked away in the hilltops above Anacapri—not far off from Emperor Tiberius’s summer retreat—this picturesque villa overlooks terraced olive groves and the Mediterranean. Guests can enjoy views of Capri’s western coastline from the villa’s terraces or drift languidly in the circular pool. The...
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    Anacapri, Island of Capri
    Holiday Rental House - 5 Bathrooms, Sleeps 9
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    5 BedroomsSleeps 10Quick View
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    • Hot Tub
    • Housekeeping Included
    • Satellite TV
    • Private Outdoor Pool (Unheated)
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    • Mountain Views
    • Wi-Fi
    • Washer
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    Pet friendly
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    Smoking allowed
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    80071, Capri, Island of Capri
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 of 5 bubbles
    1 Review
    4 BedroomsSleeps 7Quick View
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    • Wi-Fi
    • Children's Pool
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    80076, Capri, Island of Capri
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    5 of 5 bubbles
    1 Review
    StudioSleeps 2Quick View
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    • Secure Parking
    • Wi-Fi
    • Private Garden
    • Satellite TV
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In a quiet part of the island, surrounded by a lush well kept garden with the most stunning views of the coastline and sea this holiday studio has all you will need for a memorable holiday. Within walking distance or a short bus ride to Anacapri or the sea. You will enjoy the big swimming pool...
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    80071, Island of Capri, Province of Naples
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    2 BedroomsSleeps 4Quick View
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    • Shared Garden
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    Smoking allowed
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    80073, Capri, Island of Capri
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 BedroomsSleeps 10Quick View
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    • Private Garden
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    Pet friendly
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    <br>Villa Blue Pearl - Anacapri - Capri<br><br>5 Double bedrooms (+ 2 bedrooms for the staff) - Pool<br><br>Location. Luxuriant, extraordinary and such a mild climate. Capri is a Mediterranean island of calcareous origin that has been visited over the centuries by intellectuals, artists and...
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    Capri, Island of Capri
    Holiday Rental House - 5 Bedrooms, 1 Bathroom, Sleeps 10
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    4 BedroomsSleeps 8Quick View
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    • Central Heating
    • Private Garden
    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    <br>Marina Piccola - Marina Piccola - Capri Island<br><br>4 Double bedrooms - Pool<br><br>Those familiar with Capri will know that this beautiful island is not an easy one to get around. Few properties are easily reached without the trials of steep slopes and endless steps. Some are only accessible...
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    Capri, Island of Capri
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    • Private Outdoor Pool (Unheated)
    • Private Garden
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    Pet friendly
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    Smoking allowed
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    <br>Villa della Torre – Anacapri – Capri Island<br><br>4 Bedrooms - Pool<br><br>Villa della Torre is a wonderful 4 bedroom villa located in Anacapri a quiet area of Capri, Italy. The villa, based on two levels, enjoys a gorgeous view that embraces the Ischia and Procida Island, the Gulf of Naples...
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    Capri, Island of Capri
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    5 BedroomsSleeps 14Quick View
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    • Air Conditioning
    • Ocean Views
    • Terrace
    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
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    The villa has masonic pavements throughout; it has high ceilings, white walls and huge terraces surrounding the villa, followed by surrounding gardens. Villa Carolina is a traditional Caprese style. The residence dates back to the 18th century. The property has been maintained and well-manicured....
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    80073, Capri, Island of Capri
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 14
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    9 BedroomsSleeps 18Quick View
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    • Ocean Views
    • Wi-Fi
    • Satellite TV
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    80073, Capri, Island of Capri
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 18
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    3 BedroomsSleeps 6Quick View
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    • Children's Pool
    • Central Heating
    • Terrace
    • Shared Garden
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    • Hot Tub
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    80073, Capri, Island of Capri
    Holiday Rental House - 3 Bedrooms, 6 Bathrooms, Sleeps 6
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    4 BedroomsSleeps 8Quick View
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    • Private Garden
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    About this property
    <br>Villa Alexa - Anacapri<br><br>4 Bedrooms – private pool<br><br> <br><br>Located in Anacapri, Villa Alexa is an historic villa built in 1950, owned by the Princess Mafalda, the daughter of King Vittorio Emanuele III. The house is located on the road to Blu grotto at 3 km to the centre of...
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    Capri, Island of Capri
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    5 BedroomsSleeps 9Quick View
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    • Private Garden
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    Location Information
    80073, Capri, Island of Capri
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 9
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    VILLA BOUGAINVILLEA Luxurious Capri Villa located minutes from La Piazzetta and Marina Piccola Beach Capri Island 2 double bedrooms, 1 twin bunk room, 2 bathrooms Sleeps 6 people ​ Perched up high on the mountain top and overlooking the pristine blue waters of Marina Piccola and Monte Solaro,...
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